Since its debut in 2015, The Late Show With Stephen Colbert has evolved into one of the most essential late-night programs on television. These Late Show With Stephen Colbert episodes stand out for their cultural relevance, emotional impact, or just plain hilarity. Whether through biting political satire or heartfelt conversations, Colbert consistently delivers moments worth watching again.
10. Rihanna’s Surprise Visit
When Rihanna made an unannounced cameo during Colbert’s monologue, the crowd erupted. While brief, her spontaneous presence lit up social media. This unpredictable energy is exactly what keeps fans coming back night after night.
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9. Anderson Cooper Breaks Down
In a powerful moment, Anderson Cooper opened up about grief and losing his mother, Gloria Vanderbilt. The conversation showcased Colbert’s extraordinary ability to create space for vulnerability. It became a viral clip and one of the most unforgettable Late Show With Stephen Colbert episodes.
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8. Greta Thunberg Talks Climate
Teen climate activist Greta Thunberg appeared with wisdom beyond her years. Colbert balanced humor with serious questions about climate change, allowing Greta to speak candidly about urgency, youth activism, and the future.
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7. Joe Biden on the Campaign Trail
Then President-elect Joe Biden sat down with Colbert during one of the most contentious transitions in U.S. history. The two discussed division and leadership, offering viewers a sincere conversation that stood out from the usual late-night banter. It remains one of the top Late Show With Stephen Colbert episodes for its emotional weight.
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6. The Return to a Live Studio Audience
After over a year of filming from home due to COVID-19, Colbert returned to the Ed Sullivan Theater with a full audience, and the energy was electric. This episode symbolized hope and resilience during a turning point in the pandemic.
5. Stephen Interviews Jon Stewart
When longtime friend and mentor Jon Stewart sat down with Colbert post-pandemic, the conversation was funny and occasionally wild. Their chemistry and history made for one of the most memorable Late Show With Stephen Colbert episodes.
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4. Lady Gaga’s Emotional Interview and Performance
Lady Gaga’s appearance was equal parts moving and electrifying. She opened up about mental health, fame, and her role in A Star Is Born, offering a rare look into her vulnerability. Her performance of “Shallow” closed the episode on a stunning note and made this a fan-favorite.
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3. Donald Trump Monologue After the 2016 Election
On the night after the 2016 presidential election, Colbert set aside the comedy to reflect on the division in America and how to move forward. It was one of the most powerful Late Show With Stephen Colbert episodes, showing his ability to balance humor with humanity.
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2. Barack Obama’s Visit
One of the most-watched Late Show With Stephen Colbert episodes, President Barack Obama’s appearance brought humor, charisma, and sharp political conversation. The “Questions We’re Pretty Sure Barack Obama Has Never Been Asked Before” segment was a standout.
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1. Stephen’s First Episode
The debut of The Late Show With Stephen Colbert marked the end of the Colbert Report and the beginning of a new chapter. With George Clooney as the first guest, this episode was a celebration of legacy and fresh beginnings.
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